DE69909848D1 - METHOD FOR PRODUCING SUBSTITUTED ALLYLAMINE DERIVATIVES AND THEIR SALTS - Google Patents
METHOD FOR PRODUCING SUBSTITUTED ALLYLAMINE DERIVATIVES AND THEIR SALTSInfo
- Publication number
- DE69909848D1 DE69909848D1 DE69909848T DE69909848T DE69909848D1 DE 69909848 D1 DE69909848 D1 DE 69909848D1 DE 69909848 T DE69909848 T DE 69909848T DE 69909848 T DE69909848 T DE 69909848T DE 69909848 D1 DE69909848 D1 DE 69909848D1
- Authority
- DE
- Germany
- Prior art keywords
- formula
- salts
- hydrochloride
- precipitate
- compound
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired - Lifetime
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C209/00—Preparation of compounds containing amino groups bound to a carbon skeleton
- C07C209/04—Preparation of compounds containing amino groups bound to a carbon skeleton by substitution of functional groups by amino groups
- C07C209/06—Preparation of compounds containing amino groups bound to a carbon skeleton by substitution of functional groups by amino groups by substitution of halogen atoms
- C07C209/08—Preparation of compounds containing amino groups bound to a carbon skeleton by substitution of functional groups by amino groups by substitution of halogen atoms with formation of amino groups bound to acyclic carbon atoms or to carbon atoms of rings other than six-membered aromatic rings
Abstract
The antifungal agent (E)-N-methyl-N-(1-naphthylmethyl)-6,6-dimethyl-hept-2-ene-4-ynyl-1-amine of formula (I)and acid addition salts thereof are prepared by reacting a chloro-compound of formula (IIIb)with a secondary amine of formula (II)in an aliphatic ketone-type solvent in the presence of a base and optionally iodide salt catalyst, and subsequently treating the resulting reaction mixture directly with aqueous hydrochloric acid to precipitate the hydrochloride of the compound of formula (I). The precipitate is separated, and the base of formula (I) can be liberated from the hydrochloride and can be converted into other pharmaceutically acceptable acid addition salts.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
PCT/HU1999/000071 WO2001028976A1 (en) | 1999-10-22 | 1999-10-22 | Process for preparing a substituted allylamine derivative and the salts thereof |
Publications (2)
Publication Number | Publication Date |
---|---|
DE69909848D1 true DE69909848D1 (en) | 2003-08-28 |
DE69909848T2 DE69909848T2 (en) | 2004-04-15 |
Family
ID=10991303
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
DE69909848T Expired - Lifetime DE69909848T2 (en) | 1999-10-22 | 1999-10-22 | METHOD FOR PRODUCING SUBSTITUTED ALLYLAMINE DERIVATIVES AND THEIR SALTS |
Country Status (14)
Country | Link |
---|---|
US (1) | US6770786B1 (en) |
EP (1) | EP1222160B1 (en) |
AT (1) | ATE245624T1 (en) |
AU (1) | AU6360499A (en) |
CZ (1) | CZ301429B6 (en) |
DE (1) | DE69909848T2 (en) |
DK (1) | DK1222160T3 (en) |
ES (1) | ES2203190T3 (en) |
PL (1) | PL190207B1 (en) |
PT (1) | PT1222160E (en) |
RU (1) | RU2217414C1 (en) |
SI (1) | SI1222160T1 (en) |
SK (1) | SK286804B6 (en) |
WO (1) | WO2001028976A1 (en) |
Families Citing this family (12)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
GB0103046D0 (en) | 2001-02-07 | 2001-03-21 | Novartis Ag | Organic Compounds |
KR100459275B1 (en) * | 2001-12-28 | 2004-12-03 | 주식회사유한양행 | A PROCESS FOR THE PREPARATION OF TERBINAFINE OR HCl SALT THEREOF |
GB0320312D0 (en) | 2003-08-29 | 2003-10-01 | Novartis Ag | Purification process |
GB0503942D0 (en) * | 2005-02-25 | 2005-04-06 | Novartis Ag | Purification process |
KR101140865B1 (en) * | 2004-02-17 | 2012-05-03 | 에스케이바이오팜 주식회사 | Continuous Process for the preparation of 1-Chloro-6,6-dimethyl-2-hepten-4-yne |
WO2005110968A1 (en) * | 2004-05-14 | 2005-11-24 | Hydex Chemicals Pvt Ltd. | An improved process for the preparation of terbinafine hydrochloride |
ES2245596B1 (en) * | 2004-06-10 | 2007-07-01 | Ercros Industrial, S.A. | Production of terbinaphin hydrochlorate (TH) comprises reaction of chlorinated and methylamine derivatives with reflux of isopropanol increasing performance |
US20060004230A1 (en) * | 2004-06-30 | 2006-01-05 | Joseph Kaspi | Process for the preparation of terbinafine and salts thereof |
US20060084826A1 (en) * | 2004-08-30 | 2006-04-20 | Glenmark Pharmaceuticals Limited | Process for the preparation of naphthylmethylamine derivatives |
WO2007044273A1 (en) * | 2005-10-04 | 2007-04-19 | Dr. Reddy's Laboratories Ltd. | Process for preparing terbinafine |
WO2007052089A1 (en) * | 2005-11-02 | 2007-05-10 | Aurobindo Pharma Ltd | A process for the purification of 1-halo-6,6-dimethyl-hept-2-ene-4-yne |
WO2007096904A2 (en) * | 2006-02-23 | 2007-08-30 | Manne Satyanarayana Reddy | Improved process for the preparation of terbinafine hydrochloride and novel crystalline form of terbinafine |
Family Cites Families (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
AU611014B2 (en) | 1988-05-06 | 1991-05-30 | Sumitomo Chemical Company, Limited | A pyrazole compound and its production and use |
CH678527A5 (en) * | 1989-06-22 | 1991-09-30 | Sandoz Ag | Trans(E)-N-(1-naphthyl:methyl)-heptenyl-amine prepn. - by simultaneously converting crude mixt. contg. cis and trans isomers to salt and precipitating trans isomer |
-
1999
- 1999-10-22 DE DE69909848T patent/DE69909848T2/en not_active Expired - Lifetime
- 1999-10-22 PL PL99354929A patent/PL190207B1/en unknown
- 1999-10-22 PT PT99951030T patent/PT1222160E/en unknown
- 1999-10-22 SK SK468-2002A patent/SK286804B6/en not_active IP Right Cessation
- 1999-10-22 SI SI9930397T patent/SI1222160T1/en unknown
- 1999-10-22 US US10/110,724 patent/US6770786B1/en not_active Expired - Fee Related
- 1999-10-22 AT AT99951030T patent/ATE245624T1/en active
- 1999-10-22 CZ CZ20021268A patent/CZ301429B6/en not_active IP Right Cessation
- 1999-10-22 WO PCT/HU1999/000071 patent/WO2001028976A1/en active IP Right Grant
- 1999-10-22 DK DK99951030T patent/DK1222160T3/en active
- 1999-10-22 AU AU63604/99A patent/AU6360499A/en not_active Abandoned
- 1999-10-22 EP EP99951030A patent/EP1222160B1/en not_active Expired - Lifetime
- 1999-10-22 RU RU2002113374/04A patent/RU2217414C1/en active
- 1999-10-22 ES ES99951030T patent/ES2203190T3/en not_active Expired - Lifetime
Also Published As
Publication number | Publication date |
---|---|
CZ20021268A3 (en) | 2002-07-17 |
DE69909848T2 (en) | 2004-04-15 |
CZ301429B6 (en) | 2010-02-24 |
SK286804B6 (en) | 2009-05-07 |
ATE245624T1 (en) | 2003-08-15 |
EP1222160A1 (en) | 2002-07-17 |
PT1222160E (en) | 2003-12-31 |
DK1222160T3 (en) | 2003-11-17 |
PL190207B1 (en) | 2005-11-30 |
SI1222160T1 (en) | 2003-12-31 |
EP1222160B1 (en) | 2003-07-23 |
PL354929A1 (en) | 2004-03-22 |
US6770786B1 (en) | 2004-08-03 |
WO2001028976A1 (en) | 2001-04-26 |
AU6360499A (en) | 2001-04-30 |
RU2217414C1 (en) | 2003-11-27 |
SK4682002A3 (en) | 2002-07-02 |
ES2203190T3 (en) | 2004-04-01 |
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Legal Events
Date | Code | Title | Description |
---|---|---|---|
8364 | No opposition during term of opposition |